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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 970615Generated: October 31, 2026

2-Thiophenecarbonyl chloride → HCID 9870134, compound

https://huagongshe.com/reaction/970615

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Thiophenecarbonyl chlorideHCID 78928—
Reactant1-Benzyl-6-chloro-2-oxo-4-(piperazin-1-yl)-1,2-dihydro-quinolin-3-carbonitrileHCID 21081908—
SolventPyridineHCID 1049—
ProductHCID 9870134HCID 987013482%

Reaction Steps

2-Thiophene carbonyl chloride (160 μL, 1.5 mmol) was added to a stirred solution of Compound 71 (379 mg, 1.0 mmol) in pyridine (5 mL) under argon at 0° C. The solution was allowed to come to room temperature and further stirred overnight. The solution was poured into ice water and the solids formed were filtered. The solids were washed by excess water, dried, and recrystallized by ethyl acetate to yield 398 mg (82%) of white solids. M.P. 266° C. 1H NMR (DMSO-d6): δ 3.70 (m, 4H), 3.93 (m, 4H), 5.48 (s, 2H), 7.15 (m, 1H), 7.19-7.26 (m, 3H), 7.32 (m, 2H), 7.42 (d, J=8.9 Hz, 1H), 7.51 (d, J=4.0 Hz, 1H), 7.68 (dd, J=2.6, 8.9 Hz, 1H), 7.80 (d, J=4.0 Hz, 1H), 7.88 (s, 1H). EIMS m/z 512 (M+23). Anal. (C26H21ClN4O2S) C, H, N.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07312221B2
Source datasetuspto-grants-2007_12
ORD IDord-5851e3e3931c44439c26fea0a7ec7af6
Source noteuspto-grants-2007_12